Ventnor Holiday Cottages

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Ventnor Holiday Cottages

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Your Ventnor, Isle of Wight search returned 122 cottages

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Map View
A stone building with arched windows and a staircase with a railing on a grassy hill at Bishops Retreat in Ventnor
43
Ventnor, Isle of Wight, PO38
  • Sleeps5
  • Bedrooms2
  • PetsYes

    4.9★

    Outstanding

  • Sykes rating

This superb, ground-floor church-conversion rests in Ventnor, Isle of Wight. Near amenities. Open-plan. Close to beach. Newport 12 miles; Cowes 16.1 miles. (Ref. 1087994)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly

  • 10% off - Sun 21st Dec 2025 to 28th Mar 2026


for 7 nights €783

Last booked yesterday
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A corner view of a two-story semi detached house with cream and beige walls near a paved driveway and lattice fence at May Cottage in Shanklin
26
Shanklin, Isle of Wight, PO37
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

May Cottage, a delightful semi-detached cottage perched in the seaside resort of Shanklin in the Isle of Wight, with a pet-friendly policy and en-suite. Sandown 3.9 miles; Godshill 4 miles. (Ref. 1156246)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Dishwasher
  • Washing machine
  • Sky TV


for 7 nights €567

Last booked yesterday
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How we calculate the "Was" price

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A white cottage with dark window frames stone wall and purple flowers at 1 Tulse Hill Cottages Ventnor
35
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A delightful, two-bedroom cottage resting in Ventnor, Isle of Wight. Pet-friendly. Close to amenities and the beach. Family-friendly. Traditional. Near AONB. Newport 11.1 miles; Cowes 15.4 miles. (Ref. 1125141)

  • Wi-fi
  • Washing machine
  • Baby-friendly


for 7 nights €494

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
Stone building with arched doorway and gated windows with potted plants at Chapel House in Chale
29
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

A spectacular church conversion set in the village of Chale Green, Isle of Wight. Coastal setting. Grand interiors. Spacious accommodation. Open-plan living. Shanklin 8.2 miles; Newport 9.6 miles; Totland 12.4 miles. (Ref. 1066825)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €1219

Last booked 8 hours ago
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A wooden cabin with a ramp and small fenced yard surrounded by trees at Chale Farm Lodge in Chale
29
Chale, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

This superb detached lodge is nestled in the pretty village of Chale, on the Isle of Wight, England. Woodburner. Open-plan. En-suite. Enclosed garden. Ventnor 6.5 miles. (Ref. 939717)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €539

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A stone cottage with white windows and a white door next to a large stone arch and metal gates in a grassy area at Freemantle Lodge in Godshill
32
Godshill, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A fantastic stone-built cottage resting on the outskirts of Wroxhall on the Isle of Wight. Enclosed garden. Breath-taking views. Pet-friendly. Ventnor 3.1 miles; Shanklin 4.2 miles. (Ref. 1080047)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €549

Last booked 7 hours ago
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A stone building with multiple windows and doors on a gravel and cobblestone driveway at The Coach House in Wroxall
37
Wroxall, Isle of Wight, PO38
  • Sleeps7
  • Bedrooms4
  • PetsYes

    4.6★

    Outstanding

  • Sykes rating

An attached coach house conversion in the village of Wroxall in the Isle of Wight. On Appuldurcombe Estate. Pet-friendly. Surrounding woodland. (Ref. 960233)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €578

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A red brick house with a patio and garden with flowering tree branches in the foreground at Milston in Chale
59
Chale, Isle of Wight, PO38
  • Sleeps12
  • Bedrooms4
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

Milston is a lovely, dog-friendly house situated close to a beach near Chale, Isle of Wight, boasting a woodburning stove, enclosed garden, and sea views. Ventnor 7.2 miles; Shanklin 8.5 miles. (Ref. 1171872)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €1085

Last booked 6 hours ago
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A detached two-story house with a front porch and paved driveway surrounded by hedges at 5 The Mall in Sandown
37
Sandown, Isle of Wight, PO36
  • Sleeps8
  • Bedrooms4
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

This charming detached house rests in the heart of Sandown, on the Isle of Wight. Electric fire. Enclosed garden. Shanklin 1.4 miles; Ventnor 5.6 miles. (Ref. 1020856)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €819

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
An outdoor seating area with chairs tables and umbrellas in front of a stone building with yellow window frames at The Hayloft in Bonchurch near Ventnor
41
Bonchurch near Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

The Hayloft is a first-floor, pet-friendly apartment situated in Bonchurch near the seaside town of Ventnor, Isle of Wight, and is set just a short walk from the beach. Newport 12.1 miles; Cowes 16.5 miles. (Ref. 1167864)

  • Off-road parking
  • Washing machine
  • Baby-friendly


for 7 nights €555

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A two story house with brick and white walls surrounded by trees and bushes at Burwyns in Ventnor
77
Ventnor, Isle of Wight, PO38
  • Sleeps16
  • Bedrooms6
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

Burwyns is a wonderful six-bedroom holiday home resting in Ventnor, Isle of Wight. Close to amenities. Pet-friendly. Near Isle of Wight AONB. Sea views. Newport 11.5 miles; Cowes 16 miles. (Ref. 1143991)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €1647

Last booked 2 days ago
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A living room with sofas and cushions a patterned rug and a dining area with chairs and table at Sandy Cottage in Sandown
27
Sandown, Isle of Wight, PO36
  • Sleeps4
  • Bedrooms2
  • PetsYes

    5.0★

    Perfect

  • Sykes rating

This charming two-bedroom holiday home rests in Sandown, Isle of Wight. In an AONB. Pet-friendly. Off-road parking. Enclosed garden. Shanklin 2.6 miles; Ryde 5.9 miles; Newport 8.9 miles; Cowes 13.4. (Ref. 1126551)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €529

Last booked yesterday
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A brick house with blue window frames and a wooden porch surrounded by a gravel yard at Crab Cottage in Bembridge near Ryde
45
Bembridge near Ryde, Isle of Wight, PO35
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.7★

    Outstanding

  • Sykes rating

This lovely detached cottage is set in the heart of Bembridge, Isle of Wight. Off-road parking. Hot tub. En-suite. Ryde 7 miles; Newport 11 miles. (Ref. 998289)

  • Wi-fi
  • Off-road parking
  • Dishwasher
  • Washing machine


for 7 nights €741

Last booked yesterday
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A backyard patio with outdoor dining set and umbrella next to a house with large windows at St Michaels House in St Helens
28
St Helens, Isle of Wight, PO33
  • Sleeps5
  • Bedrooms3
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A wonderful property with a lot of character, St. Michael’s House is the perfect property for families or a group of friends. Dog-friendly. Near the coast. Bembridge 2.3 miles. (Ref. 1000597)

  • Wi-fi
  • Washing machine


for 7 nights €509

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A wooden cabin with a slate roof a patio with table and chairs and two potted plants on a grassy lawn at The Springs in Ashey near Brading and Ryde
15
Ashey near Brading and Ryde, Isle of Wight, PO33
  • Sleeps2
  • Bedrooms1
  • PetsNo

    4.9★

    Outstanding

  • Sykes rating

Stylish, detached, Scandinavian-style timber lodge in tranquil setting near Ryde, Isle of Wight. Use of heated outdoor swimming pool. Rural setting. Parking. WiFi. Ryde, 3.1 miles; Sandown 3.7 miles; Ventor 9.2 miles. (Ref. 2906)

  • Wi-fi
  • Off-road parking
  • Electric vehicle charging
  • Swimming pool
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €491

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A living room with blue sofa wooden coffee table and dining table under vaulted ceiling with black beams at Pilgrim's Loft in Ventnor
33
Ventnor, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

    4.8★

    Outstanding

  • Sykes rating

A beautiful three-bedroom apartment set in a converted church in Ventor, Isle of Wight. Smart TV. Original features. Near a beach. In AONB. Newport 12.1 miles; Cowes 15.9 miles. (Ref. 1072796)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €698

Last booked yesterday
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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
Stone building with pointed arched windows and steps leading to double doors at No 5 Old Church in Ventnor
29
Ventnor, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.8★

    Outstanding

  • Sykes rating

A stylish, first-floor apartment sitting in Ventnor, Isle of Wight. Close to beach and coast. Converted chapel. Open-plan. Wroxall 2.9 miles; Newport 10.9 miles; Cowes 15.7 miles. (Ref. 1074379)

  • Wi-fi
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €627

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
A single story brick house with a front garden and pathway at 14 Orchard Road in Seaview
38
Seaview, Isle of Wight, PO34
  • Sleeps4
  • Bedrooms2
  • PetsYes

    4.7★

    Outstanding

  • Sykes rating

14 Orchard Road is a lovely, pet-friendly holiday bungalow situated in the small coastal village of Seaview on the Isle of Wight with a Smart TV. Ryde 3.3 miles. (Ref. 1164526)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine


for 7 nights €557

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A stone cottage with a tiled roof and garden table under a tree at Lisle Combe Cottage in St Lawrence near Ventnor
49
St. Lawrence near Ventnor, Isle of Wight, PO38
  • Sleeps6
  • Bedrooms3
  • PetsNo

  • Sykes rating

Stunning Lisle Combe Cottage, hidden away in one of the Isle of Wight's most beautiful locations. Wonderful cottage garden with exquisite coastal views of the English Channel. Newport 10.5 miles; Cowes 15 miles. (Ref. 926281)

  • Wi-fi
  • Off-road parking
  • Ground floor bedroom
  • Dishwasher
  • Washing machine
  • Baby-friendly


for 7 nights €535

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How we calculate the "Was" price

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A brick house with a wooden garage door and glass entrance surrounded by plants and gravel driveway at Kitty's Loft Great Appleford near Godshill
10
Great Appleford near Godshill, Isle of Wight, PO38
  • Sleeps4
  • Bedrooms2
  • PetsNo

    4.9★

    Outstanding

  • Tourist Board rating Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon Tourist Board ratings icon

A well-presented cottage with lovely views, perfectly nestled at the foot of St Catherine's Down, within a quiet hamlet. Godshill 2 miles. (Ref. 21300)

  • Wi-fi
  • Off-road parking
  • Baby-friendly


for 7 nights €403

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How we calculate the "Was" price

Our 'Was' price shows the average price for this property over the last 60 days, so you can see how today's price compares.
Map View

Find your ideal cottage in Ventnor on the Isle of Wight's south coast. This quaint, Victorian seaside resort is famous for its warm climate and health spas, and is ideal for those looking for a charming and relaxing retreat with lots of phenomenal scenery to appreciate.

Known for its unique micro climate, Ventnor is home to many species of tropical and exotic plants and enjoys some exceptional weather during the summer months. Explore its many pretty sand and shingle beaches or wander along the magnificent coastal path for some truly astounding views. Or enjoy one of its famous Victorian health resorts and indulge in some relaxation and rejuvenation, visit the harbour and sample the freshest of seafood, go shopping along the esplanade and stroll through the Botanical Gardens, you won't struggle for things to do in Ventnor!

Find a great selection of holiday cottages in Ventnor including contemporary townhouses to coastal apartments looking out to sea or even Isle of Wight short breaks.Why not check out these lodges on the Isle of Wight too?

For some fun ideas on what to do during your holiday on the Isle of Wight, take a look at our Ventnor Inspire Me pages.